N-(3-Fluorophenyl)-5,6,7-trimethoxyquinazoline-4-amine hydrochloride

ID: ALA2409821

PubChem CID: 73346038

Max Phase: Preclinical

Molecular Formula: C17H17ClFN3O3

Molecular Weight: 329.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3cccc(F)c3)c2c(OC)c1OC.Cl

Standard InChI:  InChI=1S/C17H16FN3O3.ClH/c1-22-13-8-12-14(16(24-3)15(13)23-2)17(20-9-19-12)21-11-6-4-5-10(18)7-11;/h4-9H,1-3H3,(H,19,20,21);1H

Standard InChI Key:  TXQJRSXMNVBCOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    8.3473   -5.5964    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.8341   -9.4376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1150   -9.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0922   -8.2313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7867   -7.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5058   -8.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2022   -7.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9213   -8.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9440   -8.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2496   -9.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5305   -9.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7639   -6.9870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6631   -9.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6878  -10.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6176   -7.7216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3368   -8.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1794   -6.9452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8758   -6.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0448   -6.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3484   -7.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6293   -6.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6066   -5.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3029   -5.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0221   -5.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9349   -7.0668    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 11  2  0
  6 11  1  0
  5 12  1  0
 13 14  1  0
  9 13  1  0
 15 16  1  0
  8 15  1  0
 17 18  1  0
  7 17  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 21 25  1  0
 12 19  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.33

Molecular Weight (Monoisotopic): 329.1176

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.39

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.90

References

1. Zhang Y, Jin L, Xiang H, Wu J, Wang P, Hu D, Xue W, Yang S..  (2013)  Synthesis and anticancer activities of 5,6,7-trimethoxy-N-phenyl(ethyl)-4-aminoquinazoline derivatives.,  66  [PMID:23811258] [10.1016/j.ejmech.2013.05.043]

Source

Source(1):

• Scientific Literature